ChemicalBook CAS DataBase List 2'-BROMO-4-CHLORO-BIPHENYL

2'-BROMO-4-CHLORO-BIPHENYL synthesis

10synthesis methods

Product Name:2'-BROMO-4-CHLORO-BIPHENYL
CAS Number:179526-95-5
Molecular formula:C12H8BrCl
Molecular Weight:267.55

583-55-1

1679-18-1

179526-95-5

1-Bromo-2-iodobenzene (30 g, 106 mmol) and 4-chlorophenylboronic acid (16.9 g, 108.6 mmol) were added to an aqueous 2M potassium carbonate solution (100 ml) in dioxane solution. Subsequently, tetrakis(triphenylphosphine)palladium (2.45 g, 2 mol%) was added as a catalyst. The reaction mixture was heated and reacted under stirring for 4 hours. After completion of the reaction, it was cooled to room temperature and the reaction was quenched with potassium carbonate solution followed by separation of the aqueous and organic layers. After the organic layer was concentrated under reduced pressure to remove the solvent, it was purified by column chromatography (eluent: hexane) to afford the target product 2-bromo-4'-chloro-1,1'-biphenyl (A1) as a white solid (25.3 g, 90% yield).

583-55-1
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1679-18-1 Synthesis

1679-18-1
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179526-95-5
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Yield:179526-95-5 94%

Reaction Conditions:

with tetrakis-(triphenylphosphine)-palladium;potassium carbonate in ethanol;lithium hydroxide monohydrate;toluene at 80; for 4 h;Inert atmosphere;

Steps:

1.4 Intermediate E was synthesized by Reaction Scheme 4-1 below:

In an argon atmosphere, in a 1 L three-neck flask, 1-bromo-2-iodobenzene (25.0 g), 4-chlorophenylboronic acid (13.8 g), Pd(PPh₃)₄(5.1 g), and K₂CO₃(24.4 g) were added and dissolved in a mixed solvent of toluene, water, and ethanol (10:2:1, 350 mL), and the mixture was heated and stirred at about 80° C. for about 4 hours. The resultant mixture was extracted with CH₂Cl₂by adding water to obtain organic layers. The obtained organic layers were combined and dried over MgSO₄, and the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography to obtain Intermediate E (22.1 g, yield: 94%). The molecular weight of Intermediate E measured by FAB-MS measurement was 267.

References:

US2022/131079,2022,A1 Location in patent:Paragraph 0204; 0218-0220

1679-18-1 Synthesis

1679-18-1
623 suppliers
$10.00/1g